Oddball

VP of Engineering

USA, United States full-time Mid Salary not listed
full-time Mid level Technology & IT Curated
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About the role

Oddball believes that the best products are built when companies understand and value the things they are working on. We value learning and growth and the ability to make a big impact at a small company. We believe that we can make big changes happen and improve the daily lives of millions of people by bringing quality software to the federal space.

We're looking for a VP of Engineering to lead and scale Oddball's engineering practice across our federal digital modernization portfolio — someone who brings proven practices from commercial and product-focused organizations and knows how to adapt them to the realities of federal delivery.

What you'll be doing:

Set and drive technical standards, best practices, and engineering consistency across 100+ engineers spanning multiple federal programs — including how teams adopt and build with agentic AI tools

Own engineering talent decisions — identifying and promoting top performers, developing those with growth potential, and maintaining a high bar across the organization

Partner with Program Managers, Tech Leads and VPs to ensure programs are delivering high-quality, technically sound solutions

Roll up your sleeves when it matters — dig into architecture, solve a hard technical problem, or prototype an idea to move it forward

Build and own the engineering career ladder — defining skill levels, growth paths, mentorship structures, certifications, continuing education and promotion criteria

Coach and support Tech Leads in both technical and managerial dimensions

Drive technical strategy across the portfolio, identifying opportunities to improve performance, tooling, and delivery

Stay current on emerging technology including AI/ML, cloud platform engineering, and developer productivity — and turn it into practical advantages for our clients

Contribute to growth and capture efforts — solutioning, proposal reviews, and technical viability assessments

Provide thought leadership internally and externally, representing Oddball's engineering capabilities to clients and at industry events

What you’ll bring:

Deep experience leading engineering organizations with meaningful time in a federal contracting environment

Commercial, product, or industry experience outside government is strongly preferred — and a clear sense of how to bring those lessons into federal delivery

Hands-on technical credibility — you spend most of your time guiding and enabling, but you can still go deep when the situation calls for it

Track record of building technical culture, career development programs, and high-performing engineering teams

Strong understanding of Agile delivery, DevSecOps, and cloud modernization in federal contexts

A collaborative leadership style — you build alignment and empower teams rather than dictate a single way of working

Experience building partnerships and driving technical change with government clients

Exceptional communication skills — you can translate complex technical concepts for both engineers and non-technical stakeholders

Requirements:

Applicants must be authorized to work in the United States. In alignment with federal contract requirements, certain roles may also require U.S. citizenship and the ability to obtain and maintain a federal background investigation and a security clearance.

Education:

Bachelor’s degree

Benefits:

Fully remote

Annual stipend

Comprehensive Benefits Package

Company Match 401(k) plan

Flexible PTO, Paid Holidays

Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities:

Oddball is an Equal Opportunity Employer and does not discriminate against applicants based on race, religion, color, disability, medical condition, legally protected genetic information, national origin, gender, sexual orientation, marital status, gender identity or expression, sex (including pregnancy, childbirth or related medical conditions), age, veteran status or other legally protected characteristics. Any applicant with a mental or physical disability who requires an accommodation during the application process should contact an Oddball HR representative to request such an accommodation by emailing [email protected].

The contractor will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information. 41 CFR 60-1.35(c)

At Oddball, we may use AI-assisted tools as part of our recruitment process to help review applications, verify applicant information, and identify potentially fraudulent submissions. These tools support our recruiting team in maintaining a fair and secure hiring process. AI-generated findings are reviewed by our recruiting team and are not used as the sole basis for hiring decisions.

Compensation:

At Oddball, it’s important each employee is compensated competitively and fairly. In alignment with state legal requirements. A range for the included position is listed below. Be advised, actual offer details are determined by job category, job location, and candidate skill level.

United States Wage Range: $200,000 – $250,000

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT Business Development Figma Human Resources Project Management Remote Collaboration Mid level

Likely questions

  1. Tell us about work you have done that is close to the VP of Engineering role.
  2. How would you approach your first 30 days at Oddball?
  3. Which of Business Development, Figma and Human Resources have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Business Development, Figma and Human Resources.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the VP of Engineering role because I can bring practical experience in Business Development, Figma and Human Resources, learn the team quickly, and contribute to the outcomes Oddball needs from this hire.

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